Kentucky Holiday Homes
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $240/Night
For 7 Nights AU $1,678
1295.26 ft²
25 Guests
6 Bedrooms
9 Bathrooms
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
AU $284/Night
For 7 Nights AU $1,986
646 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Parking
- Air Conditioner
AU $465/Night
For 7 Nights AU $3,257
700 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $222/Night
For 7 Nights AU $1,551
495.14 ft²
4 Guests
1 Bedroom
1 Bathroom
House
- Parking
- Air Conditioner
- Internet
AU $181/Night
For 7 Nights AU $1,267
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $440/Night
For 7 Nights AU $3,082
393.65 ft²
18 Guests
8 Bedrooms
7 Bathrooms
Free Cancellation
Bed & Breakfast
- Oceanfront
- Hot Tub
- Spa
AU $548/Night
For 7 Nights AU $3,839
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $280/Night
For 7 Nights AU $1,957
258.33 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Free Cancellation
Bed & Breakfast
- Spa
- Fireplace/Heating
- Balcony/Terrace
AU $415/Night
For 7 Nights AU $2,903
1200 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $400/Night
For 7 Nights AU $2,804
AU $231/Night
For 7 Nights AU $1,620
950 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Pool
AU $291/Night
For 7 Nights AU $2,035
Why Choose Rent By Owner for your Kentucky Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Kentucky
How to Book Your Kentucky Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Kentucky
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Kentucky, KY
Louisville
Jefferson County
Lexington
Lebanon
Marion County
Fayette County
Paducah
Downtown Louisville
Downtown
Lake Barkley
West Main Historic District
Northside District
Frequently Asked Questions About Kentucky Holiday Rentals
1. What are the top Holiday Homes in Kentucky?
There are a lot of options in Kentucky. If you plan on staying in the Kentucky area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Kentucky:
- Secluded Red River Gorge Pet-Friendly Cabin on 6 acres
- Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!
- A Cozy Cottage Near the Heart of All Louisville Attractions!
- YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT
- Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
- Cumberland River Cabin Rental
- 2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington
- BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK
- Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
- The Kentucky Kajun! A Beautiful 5 Bed/4 Bath Cabin On Barren River Lake.
2. How many Holiday Homes are available in Kentucky?
Currently, the total number of properties listed by RBO in 2026 is over 14912 in the Kentucky area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Kentucky.
More Rentals You May Like Near Kentucky
1496.18 ft²
6 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
AU $455/Night
For 7 Nights AU $3,183
425 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $142/Night
For 7 Nights AU $996
950 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $193/Night
For 7 Nights AU $1,354
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $286/Night
For 7 Nights AU $2,004
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $278/Night
For 7 Nights AU $1,945
384 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $245/Night
For 7 Nights AU $1,715
1042 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $356/Night
For 7 Nights AU $2,490
2000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $433/Night
For 7 Nights AU $3,031
1 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $243/Night
For 7 Nights AU $1,700
768 ft²
4 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $201/Night
For 7 Nights AU $1,405
750 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
AU $287/Night
For 7 Nights AU $2,007
1230 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Spa
- Fireplace/Heating
AU $331/Night
For 7 Nights AU $2,316
